HCID 71007959, compound → HCID 71008349, compound

HRID 2170521Notes

Reaction equation

HRID 2170521 reaction equation
C([O:8][C:9](=[O:30])[CH2:10][C:11]1[CH2:20][CH2:19][C:18]2[C:13](=[CH:14][C:15]([O:21][CH3:22])=[CH:16][CH:17]=2)[C:12]=1[CH2:23][C:24]1[CH:29]=[CH:28][CH:27]=[CH:26][CH:25]=1)C1C=CC=CC=1>CCO.[OH-].[OH-].[Pd+2]>[CH2:23]([CH:12]1[C:13]2[C:18](=[CH:17][CH:16]=[C:15]([O:21][CH3:22])[CH:14]=2)[CH2:19][CH2:20][CH:11]1[CH2:10][C:9]([OH:30])=[O:8])[C:24]1[CH:29]=[CH:28][CH:27]=[CH:26][CH:25]=1

Participants

4

Reactant 1

HCID 71007959HCID 71007959, compound

Product 1

HCID 71008349HCID 71008349, compoundYield 74.3%

Reagents, catalysts & solvents 2

HCID 9942167Palladium hydroxideCatalystHCID 702EthanolSolvent

Procedure

The mixture of (1-benzyl-7-methoxy-3,4-dihydro-naphthalen-2-yl)-acetic acid benzyl ester (102 g, 0.26 mol) and Pd(OH)2/C (30 g) in EtOH (5 L) was stirred under H2 (30 psi) atmosphere overnight, then the solution was filtered to removed the solid and concentrated to give crude product, recrystallized from DCM to give (1-benzyl-7-methoxy-1,2,3,4-tetrahydro-naphthalen-2-yl)-acetic acid (60 g, yield 74%) as white solid.

Workup

  1. filtrationthe solution was filtered
  2. customto removed the solid
  3. concentrationconcentrated
  4. customto give crude product
  5. customrecrystallized from DCM

Sources & evidence

ORD record
ord-fdcc75f737e64212a0589cef9268872f
Source dataset
uspto-grants-2015_06
Patent number
US09051280B2

Reaction notes

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